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107 W Bay View Drive, Annapolis, MD 21403

$1,999,995
  • 107 W Bay View Drive, Annapolis, MD 21403 Main Photo

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BEDS6 BATHS3 full 1 partial SQUARE FEET5,068 MLS#MDAA2139274
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONHILLSMERE ESTATES SCHOOLANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Property Description

Situated on the South River with sweeping water views all the way to the Chesapeake Bay, this Nantucket-inspired waterfront home presents a rare opportunity to create something truly special in one of Annapolis’ most coveted waterfront settings. Set on approximately 0.43 acres with more than 5,000 square feet of living space, the home offers 6 bedrooms and 3.5 baths across two levels. The size of the home provides generous scale and flexibility for a future renovation or reimagined coastal retreat. The gracious foyer is flanked by the primary staircase and opens into the large waterside living room. Adjacent to the living room is a more casual entertaining area, dining room and kitchen. The main level bedroom and full bath could be reconfigured into a lovely suite. There is a main level powder room, laundry and additional flex space. The secondary staircase provides convenient accessibility. Upstairs, three bedrooms overlook the water with panoramic views. The primary suite has an ensuite bathroom and waterside deck. The additional bedrooms are generously sized with lots of closet space. The unfinished attic has a full stairwell and offers tremendous storage possibilities. The waterfront setting is truly special. A gentle slope leads down to a beautiful sandy beach, creating an ideal place to launch a kayak, paddleboard, or simply enjoy the shoreline. While the home reflects a classic coastal aesthetic, it is ready for a refreshed vision. This is an exceptional opportunity for buyers seeking to renovate, expand, or create a custom waterfront residence in a premier location. Located in the sought-after community of Hillsmere, residents enjoy access to a community beach, pool, marina, playground, and waterfront pavilion. Quiet Waters Park, Downtown Annapolis, and major commuter routes to Washington, D.C. and Baltimore are all just minutes away.

107 W Bay View Drive | MLS# MDAA2139274

This single family home located at 107 W Bay View Drive, Annapolis, MD 21403 is currently listed for sale with an asking price of $1,999,995. This property was built in 1980 and has 6 bedrooms and 3 full and 1 partial baths with 5068 sq. ft. W Bay View Drive is located in the HILLSMERE ESTATES subdivision within the ANNE ARUNDEL COUNTY PUBLIC SCHOOLS school district. Search HILLSMERE ESTATES real estate on www.yermangainesteam.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central A/C
Fireplaces: 2
Fuel Type: Electric
Heating: Heat Pump(s)
Home Style: Coastal
Lot Size: 0.42 Acres
Stories: 2.0
Taxes: $20,928
Year Built: 1980

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Community Amenities: Boat Ramp, Common Grounds, Picnic Area, Tot Lots/Playground, Water/Lake Privileges
Exterior: Vinyl Siding, Aluminum Siding
Interior: Additional Stairway, Attic, Carpet, Dining Area, Entry Level Bedroom, Primary Bedroom - Bay Front
Lake Name: South River
Lot Dimensions: 0.42 Acre(S)
Number of Rooms: 10
Parking Notes: 6 Total Parking Spaces
Rooms: Bedroom 2,Bedroom 3,Bedroom 4,Bedroom 5,Bedroom 1,Bathroom 1,Bathroom 2,Half Bath
Sewer: Public Sewer
Special View Info: Water, River, Bay
SQFT Above Finished: 5068
SQFT Total Finished: 5068
Structure Type: Detached
Total Garage/Parking Spaces: 6
Water: Well
Water Access: Canoe/Kayak, Private Access
Waterfront: Private Dock Site, Sandy Beach

Local Schools

School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Long & Foster Real Estate, Inc.
Agency Phone: 4102602800

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Estimated Payment

$ 6,778.45 per month $4,451.12 Principal & Interest $1,744.00 Property Tax $583.33 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/20/2026. The listing information on this page last changed on 03/20/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 03/20/2026 4:29:22 AM EST) or Bright MLS (last updated Fri 03/20/2026 12:37:55 AM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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Agent License Information: 
Licensed in Maryland
The Gaines Group
Brandon Gaines, Jeffrey Gaines, Colin Gaines 

1425 Clarkview Road, Suite 700, Baltimore, MD 21209
410-583-0400

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